6-Chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine

Base Information

• Chemical Name: 6-Chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine
• CAS No.: 73425-51-1
• Molecular Formula: C₁₂H₁₃ClN₂S
• Molecular Weight: 252.768
• DSSTox Substance ID: DTXSID20994154
• Mol file: 73425-51-1.mol

Synonyms:73425-51-1;BRN 0528768;6-Chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine;4-(Aminomethyl)-6-chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole;Thiopyrano(2,3-b)indole-4-methylamine, 2,3,4,9-tetrahydro-6-chloro-;Thiopyrano(2,3-b)indole, 2,3,4,9-tetrahydro-4-(aminomethyl)-6-chloro-;C12H13ClN2S;C12-H13-Cl-N2-S;DTXSID20994154;LS-153274;1-(6-Chloro-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-4-yl)methanamine

Chemical Property of 6-Chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine

Chemical Property:

• Vapor Pressure: 4.9E-08mmHg at 25°C
• Boiling Point: 442.8°C at 760 mmHg
• Flash Point: 221.6°C
• PSA: 67.11000
• Density: 1.367g/cm³
• LogP: 4.05970
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 252.0487973
• Heavy Atom Count: 16
• Complexity: 263

Purity/Quality:

6-CHLORO-2,3,4,9-TETRAHYDROTHIOPYRANO(2,3-B)INDOLE-4-METHYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC2=C(C1CN)C3=C(N2)C=CC(=C3)Cl

Technology Process of 6-Chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine

There total 6 articles about 6-Chloro-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

6-chloro-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indole-4-carbonitrile (73425-01-1) → C-(6-chloro-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-yl)-methylamine (73425-51-1)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride;

DOI:10.1248/cpb.32.877

Reference yield:

5-chloro-indolin-2-one (17630-75-0) → C-(6-chloro-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-yl)-methylamine (73425-51-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / P₂S₅, NaHCO₃ / tetrahydrofuran / 3 h / Ambient temperature

2: K₂CO₃

3: Heating

5: 70 percent / LiAlH₄-AlCl₃

With lithium aluminium tetrahydride; aluminium trichloride; tetraphosphorus decasulfide; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran;

DOI:10.1248/cpb.32.877

Reference yield:

5-chlorooindoline-2-thione (73424-95-0) → C-(6-chloro-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-yl)-methylamine (73425-51-1)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃

2: Heating

4: 70 percent / LiAlH₄-AlCl₃

With lithium aluminium tetrahydride; aluminium trichloride; potassium carbonate;

DOI:10.1248/cpb.32.877

upstream raw materials:

6-chloro-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indole-4-carbonitrile

5-chloro-indolin-2-one

5-chlorooindoline-2-thione

5-Chloro-2-prop-2-ynylsulfanyl-1H-indole

Refernces